Multi-step reaction with 9 steps
1.1: sodium hydroxide; ethanol; water / 6 h / 60 - 100 °C
2.1: sodium carbonate / water / 1 h / 100 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 14 h / 20 °C
4.1: N-chloro-succinimide / tetrachloromethane / 5 h / Heating / reflux
5.1: selenium(IV) oxide / 1,4-dioxane / 5 h / Heating / reflux
6.1: methyllithium / tetrahydrofuran; diethyl ether / 1 h / -78 °C
6.2: 3 h
7.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 72 h / 20 °C
8.1: titanium(IV) isopropylate / tetrahydrofuran / 72 h / 80 °C
9.1: sodium tetrahydroborate; acetic acid / 1.5 h / 20 °C
With
titanium(IV) isopropylate; selenium(IV) oxide; sodium hydroxide; sodium tetrahydroborate; N-chloro-succinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; ethanol; [bis(acetoxy)iodo]benzene; water; methyllithium; sodium carbonate; potassium carbonate; acetic acid;
In
tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;